Financial Controller

Mississauga, Ontario

$110,000-$130,000 base plus bonus and great benefits

Our client is a stable and growing real estate company in Mississauga, looking for a Financial Controller.

Our stable and experienced client is located in Mississauga and is looking for a financial controller to join the business who has more than just strong accounting experience. The business has been going through an exciting transformation as they streamline processes, go more paperless and improve/automate processes across the accounting department. The Financial Controller will manage the accounting and control functions, reporting the results of operations, while implementing these new changes across the department. The Controller will also be responsible for annual financial statements and tax returns for 100+ legal entities, investor reporting, cost controls, financial and cash planning along with financial/tax audits.

Responsibilities:

• Lead all day-to-day accounting operations and supervise staff members, including updating accounting records, monitoring bank accounts, completing monthly reconciliations, AP, AR, Payroll, General Ledger, Cost Ledger, etc.

• Assist with projects’ financing and prepare application package.

• Prepare the annual corporate budget in consultation with the CFO.

• Recommend and prepare documentation for distributions and investment of excess funds.

• Maintain company bank accounts ensuring all transactions are appropriate.

• Create and maintain cash flow forecast to ensure financing needs are met.

• Establish financial statement reporting timelines and supervise implementation.

• Implement and maintain a robust internal control system.

• Prepare monthly, quarterly and annual financial reporting package in accordance with ASPE.

• Assemble information for and liaise with external auditors.

• Oversee preparation and review of all tax filings and returns to ensure compliance with tax legislation, HST, CPP, EI, EHT, WSIB, T2, T5013, etc.

• Document and maintain complete and accurate supporting information for all financial transactions.

• Develop and maintain financial accounting systems for cash management, accounts payable, accounts receivable, credit control, and petty cash.

• Reconcile bank accounts. Review monthly results and prepare monthly variance reporting. Manage the cash flow and prepare cash flow forecasts.

• Prepare board materials including summarizing financial information, trend and variance analysis and summarize key performance indicators.

• Oversee and review interim and final closing and cash distribution to JV partners and investors.

• Develop and manage an effective costing system for the projects.

• Prepare Tarion related application and reports: vendor/builder registration, units’ enrollments, annual renewal, etc.

Requirements:

• Degree or diploma and CPA designation completed

• A minimum of 5 years of relevant experience

• Supervisory experience over at least 3 individuals

• Real estate and construction industry experience would be an asset but is not mandatory

• Strong background with internal controls

• Proficiency in MS Office, including Word, Excel and Outlook

• Ability to communicate effectively, both verbally and in writing

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca.

Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Manager, Finance and Accounting

North York – In office 5 days per week

$110,000–$125,000 base salary

Full-time – 12 to 18 month contract

We’re recruiting for a Finance & Accounting Manager to join a growing real estate investment company in North York. This is a demanding and fast-paced role that requires someone with strong technical skills, leadership ability, and a sharp eye for process improvements. You’ll be managing a small accounting team and working closely with leadership on reporting, audits, budgets, and financial analysis. This role is fully on-site and will require longer hours at times, so it’s best suited to someone who enjoys rolling up their sleeves and taking ownership of complex accounting work.

What you’ll be doing:

• Managing and reviewing monthly financial packages from third-party property managers

• Preparing quarterly reporting for a portfolio of multi-residential assets

• Reviewing monthly variance analysis on commercial and residential properties

• Supporting the annual budget process and preparing CAM/tax reconciliations

• Overseeing year-end working papers and liaising with auditors

• Leading and mentoring a small accounting team

• Improving accounting templates, reporting processes, and financial systems

• Supporting the Controller with special projects and system upgrades

What we’re looking for:

• 5+ years of progressive accounting experience

• Experience in real estate (multi-residential and/or commercial) preferred

• CPA or CPA-eligible strongly preferred

• Proficiency in Excel; Yardi experience is a bonus

• A proactive mindset and strong attention to detail

• Able to work independently in a fast-paced, high-expectation environment

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca.

Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Senior Financial Accountant – Real Estate Investment

Downtown Toronto, Ontario - onsite

$90,000–$105,000 base plus 10% bonus, 4 weeks of vacation, and excellent benefits

Our client is a leader in real estate investment with a diverse portfolio spanning across North America. This is an exciting opportunity to join a high-performing corporate finance team at a company known for innovation, professionalism, and long-term growth.

Winchesters is proud to be partnering with them again as they continue to build their Toronto-based finance and accounting function. This Senior Financial Accountant position is ideal for a CPA coming out of public accounting (Big 4 or mid-tier), or someone already in industry looking for broader exposure in real estate, investment reporting, and cross-functional finance initiatives.

The successful candidate will report to the Director of Finance and collaborate with asset managers, capital markets teams, and an offshore finance group. The role touches on financial reporting, forecasting, audits, intercompany reconciliations, and fund analytics — with high visibility and opportunity for progression.

Key Responsibilities:

• Review monthly and quarterly financial reporting packages from operating partners to ensure completeness and accuracy

• Oversee the onboarding/offboarding of investments, including due diligence on structures, funding, and reporting setup

• Support intercompany reconciliations and simplify reporting processes across entities

• Prepare IFRS-compliant reporting deliverables, co-investor statements, and performance packages

• Partner with capital markets on financing/refinancing activities

• Assist in quarterly reforecasts and long-range planning across income statements and cash flow models

• Support cross-functional ad hoc initiatives and contribute to broader FP&A deliverables

Requirements:

• CPA designation (CPA, CA preferred)

• 2-3+ years of experience in public accounting or a combination of audit and industry

• Strong technical knowledge of IFRS and financial consolidations

• Experience working with real estate, investment, or asset management companies is an asset

• Proficiency with Microsoft Excel (pivot tables, VLOOKUPs, modelling) and PowerPoint

This is a unique opportunity to join a world-class real estate investment group in a role that offers both technical depth and strategic exposure. If you’re looking for a finance position with long-term growth and meaningful responsibility, we’d love to hear from you.

To apply, please send your resume in confidence to angie@winchesters.ca or visit www.winchesters.ca.

Please note: Due to a high volume of applicants, only those selected for an interview will be contacted.

Senior Manager, Corporate Accounting

Toronto, ON (hybrid)

$140,000–$180,000 base plus bonus and excellent benefits

Our client, a leading real estate firm, is seeking a Senior Manager of Corporate Accounting to join their growing finance team. This is a high-impact role with a clear path to Controller within two years. The successful candidate will lead corporate financial reporting, oversee tax and accounting operations, and manage a small team.

Key Responsibilities:

• Lead the monthly close and tax reporting cycle across multiple corporate entities

• Oversee budgeting, forecasting, and variance analysis

• Manage two direct reports

• Maintain strong internal controls and improve financial processes

• Manage cash flow, payroll, and intercompany transactions

• Act as the primary liaison with external accountants for tax compliance and year-end filings

• Support senior leadership with ad hoc reporting and financial analysis

• Monitor changes in tax legislation and assess implications for the business

• Prepare and review corporate tax filings (T2s, T5s, T5013s)

Requirements:

• CPA designation required

• Minimum of 6 years of progressive accounting experience, including 2+ years in a leadership role

• Strong technical accounting and tax knowledge

• Experience in real estate or development is an asset but not required

• Advanced Excel skills and proficiency with financial systems

• Strong communication, organizational, and analytical skills

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca.

Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Senior Corporate Accountant
Downtown Toronto (Hybrid)
$85,000–$95,000 base plus bonus

We are recruiting for a Senior Corporate Accountant on behalf of a growing and well-established investment management company. This is a great opportunity for a CPA with strong full-cycle accounting experience to join a collaborative and high-performing finance team.

Key Responsibilities:

• Oversee day-to-day corporate accounting, including journal entries, general ledger, cash, payables, and fixed assets

• Reconcile intercompany transactions, including cash transfers and management fees

• Perform monthly bank reconciliations and foreign currency revaluations

• Prepare working papers and month-end journal entries (accruals, prepaids, amortization, etc.)

• Analyze variances and provide commentary

• Prepare HST returns and support budgeting processes

• Assist with audit preparation and support

• Contribute to process improvements and special projects

What We’re Looking For:

• CPA designation

• Minimum 3 years of corporate accounting experience

• IFRS knowledge and experience in a multi-currency environment

• Strong Excel skills (Yardi is an asset)

• Detail-oriented, analytical, and able to manage deadlines

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Financial Controller

$130,000 – $145,000 base plus bonus and excellent benefits

4-5 days per week in the Mississauga office

Our client is recruiting for a Financial Controller to join their growing team. This business has been experiencing steady growth and offers strong potential for career advancement. Due to growth, this is a newly created position to oversee a small accounting team.

As Financial Controller, you will oversee all accounting, financial reporting, and internal control activities. You will lead a small finance team, manage relationships with auditors and tax advisors, and support the CFO with budgeting, forecasting, and cash flow management. This is a hands-on role where you will be a key business partner, driving operational efficiency and supporting decision-making with insightful financial analysis.

Key Responsibilities:

• Oversee all accounting operations, including AP, AR, payroll, job costing, WIP accruals, and the general ledger

• Manage month-end and year-end close processes and prepare accurate financial statements

• Lead budgeting and forecasting, analyzing results and providing recommendations to management

• Manage cash flow, banking relationships, and treasury functions

• Ensure compliance with all internal controls, regulatory, tax, and payroll requirements

• Coordinate audits and tax filings with external advisors

• Implement and optimize financial systems, reporting tools, and processes

• Partner with operations and project management teams for accurate job costing and profitability analysis

• Mentor and develop the finance team, fostering accountability and continuous improvement

Qualifications:

• CPA designation required

• 6-8 years of progressive accounting experience, including at least 2-3 years in a leadership or Controller role

• Preference for candidates with construction industry and external audit firm backgrounds

• Strong technical knowledge of ASPE, financial reporting, and internal controls

• Experience with job costing, WIP accruals, and ERP systems

This is an excellent opportunity for an ambitious finance professional to join a growing business and have a significant impact.

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca.

Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Senior Associate - Real Estate Development Investments

Downtown Toronto, ON - hybrid

$100,000-$125,000 base plus bonus and benefits

Our client is a well-established real estate development firm looking to hire a Senior Associate of Development Investments. This is an excellent role for a an real estate professional who has a strong financial modelling skillset and has participated in underwriting new investment opportunities to acquire land and development residential assets. Bonus points if you have experience modelling purpose-built rental projects. The client would like an individual who has experience with development projects from acquisition to completion of the development or disposition, taking a proactive role to manage risk and maximize returns. As this is a smaller entrepreneurial development firm, you will be able to gain experience in so many different areas of the business. Ideally you will stay and grow with the company to eventually hire junior staff in the future.

Responsibilities:

• Participate in underwriting new investment opportunities to acquire land and develop residential assets

• Create the pro forma, assist the VP in coordinating all underwriting and acquisition activities, prepare the Investment Committee memo, present to the Investment Committee and prepare all necessary investor presentations, investment offering documents and legal agreements

• Oversee the execution of development plans for active development projects from acquisition to completion of the development or disposition taking a proactive and “hands-on” approach to managing risk and maximizing returns on all projects

• Participate in all key project decisions and critical project management meetings through the entire development life cycle (planning, design, sales, permits, construction and delivery phases) to ensure the project is delivering on time and on budget.

• Review, critically assess and prepare project cash flows and pro forma financial projections

• Regularly evaluate market conditions to identify changes that give rise to opportunities to either further maximize returns or mitigate risk.

• Prepare advanced financial analyses to assist senior management in the evaluation of various real estate decisions at different stages throughout real estate development cycle.

• Conduct budget-to-actual variance analysis for existing projects; ongoing budget management; in-depth understanding of costs incurred vs. cost to complete. Creating cash flow models, sensitivity tables, rent roll analyses, joint venture waterfall models, and other financial analyses required to evaluate and pursue acquisition opportunities.

• Review and critically analyze progress draw reports.

• Perform an active and critical role in the construction financing stage of each project.

• Maintain project files and follow-up on all necessary correspondence and communications.

• Prepare and present updated financial projections and executive reports to the executive team.

• Support and mentor junior team members.

Requirements:

• Must have a minimum of four years of relevant real estate development experience

• Minimum of a bachelor's degree in business / finance, economics, engineering or related field.

• A strong understanding of the full lifecycle of development from acquisition to approvals, unit sales, financing, construction, home closings and disbursements.

• Experience conducting financial analysis for development projects using advanced models in MS-Excel.

• Strong understanding of and ability to interpret, analyze and challenge project budgets and pro formas (experience analyzing financial statements is an asset).

• Experience developing and maintaining budgets, project pro formas, cash flow projections and financial reports.

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca.

Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Finance Controller

Brampton, ON - 5 days/week in office

$150,000–$175,000 base plus bonus and great benefits

We are recruiting for a Finance Controller to join a well-established international manufacturing company with operations in Brampton. This is a key leadership position, responsible for the full finance and accounting function of the Canadian business and contributing to the overall strategy and performance of the site. The business is currently around $25M annual revenues with realistic goals of getting to $100M within 4 years. They have already achieved this in another country and will aim to achieve the same in North America

Responsibilities:

• Oversee all core accounting operations, including billing, A/R, A/P, G/L, inventory/cost accounting, and revenue recognition

• Lead budgeting, forecasting, and month-end close processes

• Prepare and present monthly financial reports and variance analysis

• Support the plant management team in operational decision-making through financial analysis and performance reporting

• Ensure compliance with Canadian GAAP and internal financial controls

• Work closely with global finance teams on process improvements and reporting alignment

• Manage product costing and provide insights to support pricing and margin decisions

• Lead and develop a small finance team, including training and performance management

• Coordinate with external tax consultants to ensure proper compliance and risk mitigation

Requirements:

• 5+ years of experience in a similar finance leadership role

• CPA designated completed

• Bonus points if you have previous audit firm experience (not mandatory)

• Strong knowledge of ASPE and Canadian regulatory requirements

• Experience with budgeting, forecasting, and financial analysis

• Product cost accounting experience is essential

• Experience with SAP CO-FI is an asset

• Strong communication, leadership, and team collaboration skills

Manager of Investment and Corporate Accounting

Markham, ON - onsite

$120,000-$130,000 base plus bonus

The Manager of Investment and Corporate Accounting is a vital member of the Corporate Accounting team, supporting the Director of Finance in managing investment and corporate accounting functions. This role involves close collaboration with executives and owners while overseeing the accounting, compliance, and tax strategy for family office investments. Additionally, the Manager will assist in financial reporting and tax compliance for various corporate entities.

Key Responsibilities – Investment Accounting

• Manage tax compliance, reporting, and planning for the investment portfolio, collaborating with external advisors to ensure compliance with tax regulations in Canada and the U.S.

• Monitor cash positions across various brokerage accounts and lines of credit, implementing best practices for efficient cash management.

• Reconcile accounting records with external investment statements, capital account statements, and transaction histories on a regular basis.

• Oversee the accounting for the investment portfolio of the investment division and family foundation, covering publicly traded securities, derivatives, venture capital investments, and private equity funds across Canada, the U.S., and globally.

• Ensure the accurate and timely recording of investment transactions, including capital calls and distributions for private equity funds, while maintaining detailed monthly investment tracking reports.

Key Responsibilities – Corporate Accounting

• Assist in the preparation and review of the month-end closing and financial statements for various corporate entities.

• Support tax compliance efforts, including the preparation and/review of corporate tax returns and filings for relevant entities.

• Collaborate with external accountants to ensure all timely completion of the year-end audit and review; servicing as the primary liaison with external accountants on certain corporate entities.

• Other ad-hoc tasks as required and assigned.

Qualifications

• Bachelor's degree in accounting, finance, or a related field; CPA or equivalent designation preferred; CFA (or in progress) is an asset.

• Minimum 4 to 5 years’ experience, a good understanding of private equity investments and their tax implication is strongly preferred.

• Strong computer skills, specifically in Excel with strong proficiency in developing templates.

• Excellent communication and organizational skills, with the ability to collaborate effectively with internal teams and external advisors.

If you are interested in this position please contact and send your resume to Casey@winchesters.ca

Financial Controller

Mississauga, Ontario

$110,000-$130,000 base plus bonus and great benefits

Our client is a stable and growing real estate company in Mississauga, looking for a Financial Controller.

Our stable and experienced client is located in Mississauga and is looking for a financial controller to join the business who has more than just strong accounting experience. The business has been going through an exciting transformation as they streamline processes, go more paperless and improve/automate processes across the accounting department. The Financial Controller will manage the accounting and control functions, reporting the results of operations, while implementing these new changes across the department. The Controller will also be responsible for annual financial statements and tax returns for 100+ legal entities, investor reporting, cost controls, financial and cash planning along with financial/tax audits.

Responsibilities:

• Lead all day-to-day accounting operations and supervise staff members, including updating accounting records, monitoring bank accounts, completing monthly reconciliations, AP, AR, Payroll, General Ledger, Cost Ledger, etc.

• Assist with projects’ financing and prepare application package.

• Prepare the annual corporate budget in consultation with the CFO.

• Recommend and prepare documentation for distributions and investment of excess funds.

• Maintain company bank accounts ensuring all transactions are appropriate.

• Create and maintain cash flow forecast to ensure financing needs are met.

• Establish financial statement reporting timelines and supervise implementation.

• Implement and maintain a robust internal control system.

• Prepare monthly, quarterly and annual financial reporting package in accordance with ASPE.

• Assemble information for and liaise with external auditors.

• Oversee preparation and review of all tax filings and returns to ensure compliance with tax legislation, HST, CPP, EI, EHT, WSIB, T2, T5013, etc.

• Document and maintain complete and accurate supporting information for all financial transactions.

• Develop and maintain financial accounting systems for cash management, accounts payable, accounts receivable, credit control, and petty cash.

• Reconcile bank accounts. Review monthly results and prepare monthly variance reporting. Manage the cash flow and prepare cash flow forecasts.

• Prepare board materials including summarizing financial information, trend and variance analysis and summarize key performance indicators.

• Oversee and review interim and final closing and cash distribution to JV partners and investors.

• Develop and manage an effective costing system for the projects.

• Prepare Tarion related application and reports: vendor/builder registration, units’ enrollments, annual renewal, etc.

Requirements:

• Degree or diploma and CPA designation completed

• A minimum of 5 years of relevant experience

• Supervisory experience over at least 3 individuals

• Real estate and construction industry experience would be an asset but is not mandatory

• Strong background with internal controls

• Proficiency in MS Office, including Word, Excel and Outlook

• Ability to communicate effectively, both verbally and in writing

If you are interested in learning more about this opportunity, please apply now by sending your reume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Financial Controller – Real Estate

Toronto, ON - In-office role to start and then will move hybrid

$110,000-$125,000 base plus 15% bonus and great benefits

We are working with a growing private equity company that’s looking for a Financial Controller to join their small and dynamic team. This business is in growth mode, acquiring stand-alone commercial properties across North America, with significant backing and a clear path for long-term expansion. Ideally you will join from a similar type of company (private equity or real estate related).

This role will be instrumental in building the finance and administrative infrastructure from the ground up, with the assistance of a great CFO. A key focus in the first year will be leading the transition away from a temporary support arrangement currently in place with a partner organization, and taking full ownership of the finance function.

This is a fantastic opportunity for someone who thrives in an exciting entrepreneurial environment and wants to be part of building something meaningful from the ground up.

Key Responsibilities:

• Lead all day-to-day accounting, accounts payable, and treasury operations

• Oversee financial reporting, budgeting, forecasting, and variance analysis

• Implement ERP systems and establish property-level accounting/reporting practices

• Develop internal controls and financial policies to support scale and compliance

• Manage relationships with external service providers (audit, tax, etc.)

• Support onboarding and integration of newly acquired properties

• Assist in financial due diligence and support M&A activity

• Collaborate with the executive team on financial strategy and planning

• Work with IT and other departments to streamline processes and improve access to financial data

• Ensure all statutory reporting, audit, and regulatory filings are completed accurately and on time

What We’re Looking For:

• Strong technical accounting experience with the ability to lead a full finance function

• Experience implementing systems, controls, and processes in a growing company

• Background in real estate, infrastructure, or other asset-heavy industries is preferred

• Comfortable working in a lean, entrepreneurial environment

• Excellent communicator and relationship-builder

• High integrity and emotional intelligence

• French fluency is a nice to have

If you are interested in learning more about this opportunity, please apply now by sending your reume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Manager, Finance and Accounting

North York – In office 5 days per week

$110,000–$125,000 base salary

Full-time – 12 to 18 month contract

We’re recruiting for a Finance & Accounting Manager to join a growing real estate investment company in North York. This is a demanding and fast-paced role that requires someone with strong technical skills, leadership ability, and a sharp eye for process improvements. You’ll be managing a small accounting team and working closely with leadership on reporting, audits, budgets, and financial analysis. This role is fully on-site and will require longer hours at times, so it’s best suited to someone who enjoys rolling up their sleeves and taking ownership of complex accounting work.

What you’ll be doing:

• Managing and reviewing monthly financial packages from third-party property managers

• Preparing quarterly reporting for a portfolio of multi-residential assets

• Reviewing monthly variance analysis on commercial and residential properties

• Supporting the annual budget process and preparing CAM/tax reconciliations

• Overseeing year-end working papers and liaising with auditors

• Leading and mentoring a small accounting team

• Improving accounting templates, reporting processes, and financial systems

• Supporting the Controller with special projects and system upgrades

What we’re looking for:

• 5+ years of progressive accounting experience

• Experience in real estate (multi-residential and/or commercial) preferred

• CPA or CPA-eligible strongly preferred

• Proficiency in Excel; Yardi experience is a bonus

• A proactive mindset and strong attention to detail

• Able to work independently in a fast-paced, high-expectation environment

If you are interested in learning more about this opportunity, please apply now by sending your reume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Finance Manager – Real Estate

$95,000–$110,000 + Bonus + Excellent Benefits

Downtown Toronto, ON | onsite

We are recruiting for a Finance Manager to join a highly respected real estate investment and asset management firm with a portfolio of prestigious assets in downtown North America. This is a fantastic opportunity for someone with a strong audit firm background or real estate private equity / asset management background — who wants to step into a high-profile, visible role working closely with the VP of Finance and senior leadership.

This position offers strong career development, exposure to investor relations, and the chance to work on a premier portfolio.

Responsibilities:

• Prepare and review monthly and quarterly IFRS-based financial forecasts

• Analyze cash flow projections for a range of properties

• Assist with annual business plans, budget packages, and valuation projections

• Review monthly co-ownership financials and support quarterly reporting cycles

• Develop management presentations and financial analysis for senior stakeholders

• Monitor and ensure compliance with loan covenants and reporting requirements

• Partner with asset management, leasing, marketing, and investor relations teams

• Support the month-end close process alongside the accounting team

• Lead or contribute to special projects and ad hoc financial analysis

Requirements:

• 3-5+ years of progressive experience in audit, accounting, reporting, finance, or FP&A

• Experience in real estate strongly preferred 

• CPA designation is an asset or pursuing

• Strong communication, organization, and analytical abilities

• Comfortable working in a high-performance, fast-paced environment

This role is based out of stunning downtown offices, and offers 4 weeks of vacation to offset longer hours at times. You’ll be part of a collaborative and driven finance group, with lots of opportunity to grow within a top-tier real estate platform. This is the type of company you join in this position and within a few years, you will be a Director or VP Finance.

If you are interested in learning more about this opportunity, please apply now by sending your reume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Financial Controller

Brampton, Ontario - onsite

$130,000-$150,000 base, bonus and health/dental benefits

Our client is a growing and established manufacturing company and due to dramatic growth, they are looking to hire a Financial Controller to lead their accounting/finance team. This is a newly created position as most of these functions are currently outsourced. As a key member of the company’s Management Team, the Financial Controller will lead and be responsible for the daily administration of the company’s accounting and financial activities, reporting directly to the owner and supervising a small team of junior accountants. The business is currently $25M revenue but plan to get up to $100M within 4 years.

This is an excellent opportunity for a designated CPA Financial Controller coming from manufacturing who has some experience supervising a small team and wants to help this company move through all the growing pains that come with dramatic expansion. The position will allow the Financial Controller to have a broad focus versus a narrow one with a larger organization. We are looking for an individual who can lead by delegating responsibilities but also take a hands-on approach by rolling up the sleeves if and when necessary. Apply now – this owner is motivated to hire sooner rather than later.

Responsibilities

• Oversee all financial operations of the company including subsidiaries.

• Manage any third parties to which accounting or finance functions have been outsourced.

• Monitor and direct the implementation of strategic business plans.

• Manage the capital request and budgeting processes.

• Develop financial and tax strategies.

• Participate in key decisions as a member of the executive management team.

• Supervise and assist with negotiating acquisitions.

• Oversee the issuance of all financial information.

• Understand and mitigate key elements of the company's risk profile.

• Ensure that record-keeping meets the requirements of auditors and government agencies.

• Maintain relations with external auditors and investigate their findings and recommendations.

• Monitor cash balances and cash forecasts.

• Represent the company with investment bankers and investors.

• Provide monthly, quarterly and annual in-depth reporting and data analysis of all company related income and revenue statements.

• Responsible for creating, allocating and monitoring all company’s budgets.

• Direct management responsibility for all accounting departments.

Requirements

• CPA designation

• Proven experience as an Accounting Manager or Controller in Manufacturing

• Excellent leadership, communication and organizational skills

• Positive and professional demeanor

• Proficient in Microsoft Office

• Must have the ability to maintain the highest degree of integrity and confidentiality.

If you are interested in learning more about this opportunity, please apply now by sending your reume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Manager, Finance – Real Estate Private Equity

Downtown Toronto -

$110,000–$120,000

We’re recruiting for a fantastic opportunity with a leading real estate private equity company in downtown Toronto. This organization is known for its world-class portfolio, strong performance, and exceptional internal talent. They’re looking for a skilled CPA with real estate or asset management industry experience to step into a Manager-level finance role supporting North American investments.

This position sits on the corporate finance team and is responsible for a range of high-impact functions including fund reporting, investment onboarding, debt management, investor communications, financial analysis, and more. It’s a broad role with great visibility and exposure to senior stakeholders, ideal for someone looking to deepen their expertise in real estate private equity.

What you’ll be doing:

• Overseeing financial and management reporting for real estate investments (IFRS and US GAAP)

• Preparing investor materials, board packages, valuations, and capital call/distribution schedules

• Managing the debt lifecycle including funding, payments, compliance, and lender reporting

• Collaborating with tax, asset management, and capital markets teams

• Leading and mentoring a small team of finance professionals

• Supporting audits, SOX controls, and continuous improvement of financial processes

What we’re looking for:

• CPA designation (CA preferred)

• Several years of progressive experience in accounting and finance, with a mix of public accounting and industry

• Strong technical knowledge of IFRS 

• Experience managing a team

• Excellent Excel skills and the ability to communicate clearly and confidently

This is a rare chance to join a highly respected platform and work with some of the best minds in the business. If you enjoy complex transactions, real estate finance, and want a seat at the table for major deals, this role is for you.

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Senior Corporate Accountant 

Downtown Toronto, ON (Hybrid)

$85,000–$95,000 base + bonus and excellent benefits

We are recruiting for a Senior Corporate Accountant to join a dynamic and collaborative accounting team in a downtown Toronto office. This is a great opportunity for someone with strong full-cycle accounting experience looking to grow within a high-performing environment.

Responsibilities:

• Prepare journal entries, account reconciliations, and working papers

• Handle intercompany loans, distributions, equity, and debt transactions

• Complete month-end close including accruals, prepayments, amortization, and bank reconciliations

• Assist with quarterly and annual financial statements

• File HST returns and assist with tax and audit requests

• Participate in the budgeting process and variance analysis

• Identify opportunities for process improvement

• Support special projects as needed

Requirements:

• 3+ years of relevant corporate accounting experience

• CPA designation (or near completion) preferred

• Strong Excel skills

• Detail-oriented with excellent analytical and communication skills

• Comfortable working with cross-functional teams and meeting tight deadlines

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Finance Controller

Brampton, ON - 5 days/week in office

$150,000–$175,000 base plus bonus and great benefits

We are recruiting for a Finance Controller to join a well-established international manufacturing company with operations in Brampton. This is a key leadership position, responsible for the full finance and accounting function of the Canadian business and contributing to the overall strategy and performance of the site. The business is currently around $25M annual revenues with realistic goals of getting to $100M within 4 years. They have already achieved this in another country and will aim to achieve the same in North America

Responsibilities:

• Oversee all core accounting operations, including billing, A/R, A/P, G/L, inventory/cost accounting, and revenue recognition

• Lead budgeting, forecasting, and month-end close processes

• Prepare and present monthly financial reports and variance analysis

• Support the plant management team in operational decision-making through financial analysis and performance reporting

• Ensure compliance with Canadian GAAP and internal financial controls

• Work closely with global finance teams on process improvements and reporting alignment

• Manage product costing and provide insights to support pricing and margin decisions

• Lead and develop a small finance team, including training and performance management

• Coordinate with external tax consultants to ensure proper compliance and risk mitigation

Requirements:

• 5+ years of experience in a similar finance leadership role

• CPA designated completed

• Bonus points if you have previous audit firm experience (not mandatory)

• Strong knowledge of ASPE and Canadian regulatory requirements

• Experience with budgeting, forecasting, and financial analysis

• Product cost accounting experience is essential

• Experience with SAP CO-FI is an asset

• Strong communication, leadership, and team collaboration skills

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Investment Analyst

North York, Ontario (5 days/week in office)

$75,000–$95,000 base plus bonus

We are recruiting for an Investment Analyst to join a busy and growing investment team in North York, ON. This role offers hands-on exposure across the full investment lifecycle—acquisitions, financing, analysis, and asset management—primarily focused on the multifamily real estate sector. It’s a great opportunity for someone who enjoys financial modeling, transaction execution, and working closely with senior decision-makers. 

Responsibilities:

• Prepare detailed investment and financial analysis to support due diligence on new acquisitions, with a focus on multifamily real estate

• Develop and maintain financial models to evaluate deal performance and support investment recommendations

• Assist in acquisitions and financing activities, including tracking the deal pipeline, managing transaction summaries, and preparing pro formas and budgets

• Create financing decks and confidential information memorandums (CIMs) for lenders and internal stakeholders

• Work with property managers to support day-to-day asset management and identify strategies to optimize portfolio cash flow, reduce vacancies, and manage unit turnovers

Requirements:

• 1–3 years of experience in real estate investment, corporate finance, or a similar analytical role

• Strong financial modeling skills and familiarity with real estate pro formas

• Proficiency in Excel and PowerPoint

• Strong communication and project coordination skills

• A degree in finance, accounting, economics, or a related field

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Senior Financial Analyst

North York, ON (on-site, 5 days/week)

$90,000–$110,000 base + bonus

We are currently recruiting for a Senior Financial Analyst to join a well-established, growing real estate investment firm with a strong portfolio of multi-family properties. This is a full-time, in-office role based in North York, working in a smaller, collaborative office environment.

The role will focus on budgeting, forecasting, and financial analysis for a growing portfolio of income-generating residential assets. There will be plenty of opportunity to work on interesting ad hoc projects and contribute to ongoing improvements across finance and operations. The ideal candidate is someone with a strong foundation in accounting/finance, excellent EXCEL skills, and a genuine interest in real estate.

Key Responsibilities:

• Prepare and manage annual budgets and reforecasts for multi-family properties

• Perform monthly and quarterly financial analysis to track performance and identify variances

• Support the development of financial models and reporting tools

• Partner with property management, operations, and asset management teams to gather data and provide insight

• Assist with internal reporting packages for senior leadership and investors

• Take on ad hoc projects across the broader finance function

Requirements:

• 4–6 years of relevant experience in accounting, finance, or real estate

• Strong experience with budgeting, forecasting, and financial analysis

• Advanced Excel skills; experience with Yardi or similar systems is an asset

• CPA designation (or in progress) is preferred but not required

• Excellent attention to detail and a collaborative mindset

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca.

Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Bookkeeper
Concord, Ontario – onsite
$60,000-$75,000, no bonus, but great benefits paid by the company

Our client is a real-estate company based in Concord, Ontario. They are looking for a passionate bookkeeper to join the team on a full-time basis. This position offers an excellent opportunity to work in a company that manages a diverse real estate portfolio while being a key member in the business. The business has been around for several decades and offers excellent work/life balance.

The successful candidate will be a responsible for providing timely and accurate management reporting for commercial and residential real estate.

Responsibilities:

• Handle day-to-day accounting duties including Accounts Receivable, booking journal entries, banking (including making deposits), reconciling bank accounts and preparation of HST returns;

• Ensuring accuracy of tenant’s ledger and the timely resolution of receivable or billing differences;

• Assist Property Management and other departments as requested with providing accurate/timely accounting information;

• Liaise with property accountants or other counterparts in respect of various accounting, reporting, and property management activities;

• Provide assistance in dealing with tenant enquiries;

• Other projects as required.

Requirements:

• Post-secondary accounting education or equivalent accounting qualification

• Proficient in Excel, Microsoft Word, and accounting software packages

• Good communication and relationship building skills – both written and verbal

• Good attention to detail

How to Apply

We would like to thank all applicants for your interest in working as part of our team. Please send all job applications to laikyn@winchesters.ca Only those applicants selected to move forward in the recruitment process will be contacted.

Manager, Investment and Corporate Accounting
Markham, ON – onsite
$100,000-$120,000 base plus discretionary bonus and great benefits

Are you an experienced accounting professional with a passion for investment and corporate accounting? This is your chance to join our client which is a growing family office, working closely with the executives and owners to oversee critical financial operations and lead tax and compliance strategies for their diverse portfolio.

The Role

As the Manager, Investment and Corporate Accounting, you will report to the Director of Finance and play a pivotal role in managing the accounting for the Group’s family office investments and corporate entities. This position requires a highly organized professional with strong technical expertise in investment and corporate accounting.

Key Responsibilities

• Oversee accounting for the Group’s investment portfolio, including publicly traded securities, derivatives, venture capital, and private equity fund investments across Canada, the US, and globally.

• Ensure the accurate and timely recording of investment transactions, including capital calls and distributions for private equity funds.

• Prepare and maintain monthly investment tracking reports.

• Reconcile accounting records with external investment statements, capital account statements, and transaction histories.

• Monitor cash positions in brokerage accounts and lines of credit to ensure optimal cash management.

• Lead tax compliance, reporting, and planning for the investment portfolio in collaboration with external advisors, ensuring compliance with Canadian and US regulations.

• Assist in preparing and reviewing month-end closings and financial statements for the Group’s corporate entities.

• Support tax compliance efforts, including the preparation and/or review of corporate tax returns and filings.

• Collaborate with external accountants to ensure timely completion of year-end audits, serving as the primary liaison for specific corporate entities.

• Handle ad-hoc tasks and projects as required.

About You

• Education: Bachelor’s degree in accounting, finance, or a related field. CPA designation preferred; CFA (or in progress) is an asset.

• Experience: Minimum of 4-5 years’ experience with a solid understanding of private equity investments and their tax implications.

• Skills: Proficiency in Excel with a proven ability to develop templates and models, along with excellent organizational and communication skills.

• Attributes: Detail-oriented, proactive, and comfortable collaborating with internal teams and external advisors.

Why Join this company?

This is more than just a role; it’s an opportunity to contribute to a thriving organization while developing your expertise in investment and corporate accounting. You’ll work in a dynamic, collaborative environment that values innovation and excellence.

Interested? If this sounds like the right fit for you, please apply now to Casey La Russa.

Vice President, Finance
Welland, Ontario – hybrid
Competitive base plus bonus and benefits

Join a growing company dedicated to excellence in their multiple service lines. We are seeking an individual who wants to join a fast-growing and dynamic group of companies with a head office in Welland, ON. The company’s top line revenue has grown tremendously over the past few years. The VP Finance will be instrumental to lead the finance and accounting team and provide strategic oversight to the company’s financial operations. You will report directly to the President of the company with a small accounting and finance team.

Responsibilities:

• Manage all QuickBooks accounting for several manufacturing plants

• Handle daily sales reports, journal entries, payables, and bank reconciliations

• Monitor cash flow and prepare monthly P&L reports

• Manage quarterly WSIB and HST filings

• Oversee accounting for multiple four different entities unrelated to the manufacturing business lines

• Issue monthly rent invoices, handle mortgage payments, and bank reconciliations

• File quarterly HST returns

• Oversee bank reconciliations, intercompany invoicing, inventory adjustments, and month-end closes for parent company

• Handle payroll for multiple divisions and process cash receipts

• Submit covenant calculations to the bank and manage accounts receivable insurance

• Prepare working paper files for year-end, maintain fixed asset subledgers, and process T5s

• Analyze and manage Visa statements for employee charge approvals

Qualifications:

• Undergraduate degree in Accounting, Finance, Business, or related discipline, with a Chartered Professional Accountant (CPA) designation

• Intermediate to advanced proficiency in Microsoft Office, with the ability to present data and findings effectively.

• Self-starter with strong motivation to take ownership of tasks, while also excelling in a team environment.

• Strong ability to manage multiple priorities in a fast-paced environment.

• Ability to work extended hours to meet tight deadlines

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Manager, Land Development Accounting

North York (In-office role)

$100k – $110k plus discretionary bonus and benefits

Our client, a leader in land development, is seeking a Manager, Land Development Accounting to join their team. The successful candidate will oversee financial operations for a diverse portfolio of land development projects, providing key insights and leadership.

Responsibilities:

• Oversee accounting and financial operations for assigned portfolios, including land purchase and sales, cost recoveries, trial balance reviews, account reconciliations, and job costing.

• Provide accurate and timely monthly, quarterly, and annual reporting, including variance and cost analysis for Senior Management and Project Managers.

• Prepare and maintain detailed project budgets in collaboration with Project Managers and the Finance Team, focusing on construction costs and fee analysis.

• Monitor and manage cash flow for development projects, including cash flow forecasting, funding draws, and loan utilization.

• Review invoices, manage change order processing, and oversee invoice coding.

• Prepare and reconcile internal and external loans, including interest calculations.

• Supervise and provide oversight to the land development accounting team.

• Assist in year-end financial statement preparation in compliance with accounting principles and audits.

• Document and maintain accurate financial transaction records.

• Lead ad hoc projects and analyses to support company objectives.

Requirements:

• CPA designation

• Bachelor’s degree in business or accounting.

• Several years of experience in full-cycle accounting within land development or property accounting.

• Proficiency in cash flow analysis, budgeting, and understanding joint business arrangements (e.g., JVs, partnerships).

• Strong problem-solving skills with attention to operational and financial impacts.

• Advanced proficiency in Microsoft Office, particularly Excel

If you are interested in applying for this opportunity, please email your resume to laikyn@winchesters.ca. Due to the high volume of applicants, only those selected for interviews will be contacted.

Junior Accountant
North York (In-office role)
$60k – $70k plus discretionary bonus and benefits

Our client, a leader in land development, is looking for a Junior Accountant to join their team. This role is ideal for someone highly motivated, detail-oriented, and ready to thrive in a fast-paced environment. The successful candidate will take on accounting tasks for a diverse portfolio of land development projects.

Responsibilities:

• Perform monthly bank reconciliations and manage accounts payable for multiple entities.

• Track and reconcile lot discharges, house closings, and loan balances with external statements.

• Set up and maintain accounts receivable invoices and process internal and external cash calls.

• Reconcile intercompany accounts and create/post journal entries.

• Prepare HST returns (monthly, quarterly, or annually).

• Manage and reconcile letters of credit for all projects.

• Maintain accounting records in compliance with Canadian GAAP and company policies.

• Support auditors with accurate and timely documentation.

• Participate in special projects and back charge processing.

Requirements:

• Bachelor’s degree in Business or Accounting; CPA designation or equivalent is an asset.

• 1-2+ years of experience in accounting

• Excellent communication skills and a collaborative team player.

If you are interested in applying for this opportunity, please email your resume to laikyn@winchesters.ca. Due to the high volume of applicants, only those selected for interviews will be contacted.

Portfolio Operations Manager
Toronto, ON – hybrid
Flexible compensation with huge upside

We are seeking a highly skilled and experienced Portfolio Operations Manager to help our client in managing a portfolio of a combined AUM of $100M for some prominent family offices. This role offers a unique opportunity to optimize operational processes, help an experienced portfolio manager, and work closely with top-tier family offices. Currently the wealth management firm is waiting to get approved by the OSC and this role will be pivotal to that. We are seeking someone with several years of experience working for an investment fund manager. We are also potentially open to individuals with a strong fund accounting background.

Key Responsibilities

• Manage investments across Fixed Income, Money Market, and Real Estate portfolios.

• Oversee and coordinate back-office administrative operations.

• Enhance efficiency by streamlining processes for fund mergers and closures, utilizing strategies such as weekly rebalancing, capital calls, and fund-of-funds (FOF) initiatives.

• Extract and analyze daily trade data using SQL to provide actionable insights for the Fund Accounting and Trading teams.

• Collaborate effectively with custodian banks, portfolio managers, and traders to resolve portfolio discrepancies and ensure smooth operations.

• Verify and report transactions, including domestic and foreign bond/equity purchases, derivative trades, term loans, and margin movements.

• Coordinate the settlement of Short-Term Notes (STNs) through close interaction with trading desks, brokers, and internal custodians

• Develop macros and automated tools to optimize workflows

Requirements:

• Designed and implemented process improvements, including automation of trade settlement workflows and enhanced client reporting templates.

• Successfully supported large-scale fund integrations and operational initiatives, contributing to the growth and efficiency of the portfolio management process.

• Proven experience in fund operations, portfolio management, or a similar role.

• Expertise in Bloomberg Terminal, SQL, and financial reporting tools.

• Exceptional organizational and problem-solving skills with a focus on process optimization.

• Adept at building relationships with internal and external stakeholders, including portfolio managers, custodians, and trading desks.

If you are interested in learning more about this opportunity, please apply now by sending your resume to laikyn@winchesters.ca Unfortunately, due to the high volume of applicants, only those selected for an interview will be contacted.

Director of Finance – Accounting (12-18 month contract)
Downtown Toronto, ON – Hybrid
Competitive salary

We’re seeking an experienced Director of Finance to join a dynamic Toronto-based client. This role is pivotal in overseeing the financial reporting processes – monthly, quarterly, and annually – for the Core Accounting team. You’ll support operations, including acquisitions and dispositions, and play an integral role in working cross-functionally with senior leadership, investment, asset management, and property finance teams.

If you’re passionate about leadership, problem-solving, and continuous improvement, this role is tailored for you. We’re looking for a solutions-oriented, accountable team player who thrives in a fast-paced environment and enjoys mentoring and building cohesive teams.

Responsibilities:

• Lead monthly, quarterly, and annual reporting deliverables, ensuring accuracy, timeliness, and ASPE compliance for a portfolio of funds.

• Review and verify monthly forecasts to maintain compliance with covenants, manage liquidity, and provide accurate projections for acquisitions and dispositions.

• Oversee the quarterly board reporting process, ensuring all inputs are accurate for board presentations.

• Manage quarterly compliance reporting to lenders.

• Direct the annual budget process, validating the accuracy and reasonableness of all assumptions.

• Serve as the primary point of contact for the annual audit.

• Oversee investor transactions, including capital calls, returns, preferred returns, and gain distributions.

• Address investor inquiries promptly and professionally.

• Lead and mentor a team of four, providing guidance and fostering professional growth.

Requirements:

• Undergraduate degree in Finance or Business; CPA designation required.

• Real estate experience is a major plus.

• 8+ years of experience

• Supervisory experience

• Strong written and verbal communication abilities.

• Preference will be given to individuals with prior audit firm experience

• A collaborative team player with high ethical standards and integrity.

If you are interested in learning more about this opportunity, please apply now by sending your resume to katherine@winchesters.ca Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Corporate AP/AR Specialist
Located Mid-Toronto (4 days/week in office)
Salary between $60k – $65k plus discretionary bonus and benefits

Our real estate client is looking for a Corporate AP/AR Specialist to join their dynamic team to support with the day-to-day AP/AR functions and to contribute to the overall success of the team. 

Responsibilities:

• Match invoices to backup documents (e.g., pay orders, quotes, receipts, etc. and obtain proper approvals for invoices

• Monitor corporate invoice inbox and communicate with vendors in a professional manner

• Address any invoice discrepancies with the vendors 

• Reconcile vendor statements/ledgers to AP subledgers, research and correct discrepancies with analysts

• Process invoices into Yardi using the scanner/labeler. 

• Manage credit card reconciliations process with card users and prepare chargeback invoices as required

• Prepare fee billings for applicable entities in a timely manner.

• Process payments and cheque batches for controller review in a timely manner 

• Process payments and cheque batches for controller review in a timely manner

• Prepare deposits for bank using deposit scanner and prepare manual deposits as necessary. 

• Maintain files and documentation thoroughly and accurately 

• Assist with any inquiry by pulling copy of invoices as needed.

• Ensure all banks are reconciled on a weekly basis by clearing cheques, deposits and fees. Communicate when entries are missing

• Centralize all HST filings and payments for corporate entities through the online tax filing system monthly

• Direct chargebacks to other entities in the Group for payments processed directly by corporate.

• Liaise/coordinate with other inter-company AP contacts and vendors as required, and manage reconciliation processes for the Group

• Adhoc reports as required

Qualifications

• College degree in related field

• A minimum of 3 years experiences in accounts payable/ receivable functions.

• Experience using Yardi voyager

• Superior interpersonal and problem-solving skills, with a customer service focus. Portrays a

• professional image

• Detail-oriented, process-driven, and take responsibility for your work

If you are interested in applying for this opportunity, please email your resume to laikyn@winchesters.ca. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Senior Analyst – Real Estate Development
Toronto, ON – Hybrid
$80,000-$110,000 Base Plus Bonus and Great Benefits

Our client is a very active condo and rental development company. Reporting to the VP of Investments and Asset Management, this key member of the team will play a crucial role in evaluating potential investment opportunities and providing insightful analysis to support informed decision-making. This position involves project modelling, analysis, tracking, thorough industry research, analyzing financial data, assessing market trends to identify promising investment prospects and reporting on all aspects of the development process to the Management Team. This will also include asset management duties for a portfolio of development projects in the GTA.

Responsibilities:

• Gather and analyze financial statements, market data, industry reports, and other relevant information to assess investment viability in real estate development acquisitions

• Perform sensitivity analyses and scenario planning to evaluate the impact of market fluctuations and economic variables on investment performance

• Underwrite mid- and high-rise multifamily rental and condo development opportunities in the GTA

• Perform due diligence on potential investment targets, including evaluating financial performance, competitive positioning, and growth potential

• Financial modelling to forecast project budgets, equity requirements, and partnership returns for a portfolio of rental and condominium projects

• Collaborate with Development, Construction, and Finance teams in strategic planning, regulatory research, and budget monitoring throughout the project lifecycle

• Assist in capital raising/investor relations efforts through the preparation of investment materials, scenario analyses, investment reporting, and other ad hoc tasks as required

• Lead monthly investment accounting reconciliations, equity/debt draw requests and cost monitor budget reviews to ensure timely and effective project management

• Performed extensive financial modeling including cash flow projections, detailed development and rental proformas, DCF’s, capital structure optimizations, and equity waterfalls

• Prepare investment memos and reports outlining findings, analysis, and recommendations for investment opportunities.

Requirements:

• Minimum of 1-3 years of relevant experience with real estate finance, or development management

• Experience conducting financial analysis for potential land/real estate acquisitions using advanced models in MS-Excel

• Experience developing and maintaining budgets, project proformas, cash flow projections and financial reports

• Strong understanding of development financing (typical financing structures at various stages of development) and land economics.

If you are interested in learning more about this opportunity, please apply now by emailing resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Vice President Finance
North York, ON – Onsite
$180,000-$200,000 Base Plus Competitive Bonus and Great Benefits

 Due to the growth, our client is currently looking for a VP Finance to join the group in their North York office. Backed by private equity, this company is poised for serious growth provincially and nationally, eventually internationally. Their industry is one of Canada’s fastest growing sectors and for the right candidate, this position will catapult your career to become the CFO within the next few years. There currently is no CFO and as VP Finance, you will be number one for all finance/accounting related responsibilities. Reporting directly to the CEO, this new role has a wide mandate which requires an adaptable individual with a desire to create positive change, build and mentor teams, and grow the business in accordance with the company’s growth strategy.

The VP Finance will have primary responsibility for functions including corporate finance, accounting, treasury and FP&A as well as implementing and managing an internal control framework in line with the company’s strategic growth aspirations. This will include direct responsibility for: accounting, cash flow management, financial analysis, reporting, forecasting and planning, risk management, tax, controls and compliance, etc.

The company has posted positive growth year-on-year for the past eight years and over the next 5 years the CEO is looking to double the revenue through organic growth and by opening new sites. This position is not a 9-5 role, but will offer the successful candidate a true seat at the table with the ownership and will eventually offer an excellent LTIP with excellent growth potential.

Responsibilities:

• Work with the CEO to develop and implement a financial strategy and overall strategic plan for the company

• Serve as a leader in the organization (Supervisor, Motivator and Mentor)

• Review all required reporting for Senior Management while liaising with external auditors

• Monthly, quarterly and annual management, financial and tax reporting

• Monitor key performance indicators and recommend and implement improvements

• Report financials to the board of directors on a quarterly basis

• Work closely with legal to support the documentation and review of legal documents, including contracts, agreements, acquisition documents, and other documents

• Review the maintenance of budgets and financial forecasting models

• Maintain and review tax strategy, internal controls and compliance functions

• Develop and maintain relationships with relevant external service providers (Banks, External Auditors, CRA and Consultants)

Requirements:

• 10+ years of experience

• Bachelor’s degree in business or a related field along with CPA certification

• Ideally previous experience in an audit firm

• Proven track record of creating/improving accounting functions and building accounting systems and processes

• Strategic thinker capable of coming up with financial solutions that are supportive of the company’s strategy

• Demonstrated success in establishing cooperative working relationships both internally and externally

• Strong verbal and written communication skills

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Senior Corporate Accountant Downtown Toronto, Hybrid (3 Days a Week in Office)$95,000 – $110,000 Base +  Bonus 

Our client, a fast-growing real estate developer, is looking for a Senior Corporate Accountant to join their team. They are looking for someone who thrives in a changing environment, has a willingness to learn and who can think on their feet. You will regularly be dealing with JV partners and external stakeholders so strong communication skills and a mature personality will be required. They are offering a very competitive salary with great benefits and growth opportunities. Bonus points if you have experience with investor reporting.

Responsibilities:

• Responsible for day-to-day accounting for investment activities for entities withing the organizational structure

• Monthly, quarterly and yearly financial reporting for investors including reviewing trial balances, preparing adjusting journal entries and working paper files and preparing financial statements required for internal and external purposes, compliance and tax filings

• Oversee legal documentation internal filing to ensure completeness and legal organizational chart is updated

• Prepare analytical review of performance of consolidated results to communicate with investors

• Organize and maintain reporting deadlines across all entities across the company

• Ensure compliance for tax, debt and other commitments are met for various entities

• Work with various teams to ensure deadlines and results that consolidate into corporate and investor financials are communicated

• Communicate with third parties on any inquiries about financial results

• Maintain strong stakeholder relationships by understanding needs and upholding the company values in providing value to them

Requirements:

• CPA designation or pursuing a CPA designation

• Bachelors in Finance or Accounting degree is required

• Corporate accounting experience required with financial statement preparation

• Advanced Excel skills

• Sound analytical and quantitative skills, rigorous attention to detail

• Entrepreneurial spirit, driven to create sound and efficient procedures

• Excellent verbal and written communication skills, listening skills and organizational skills

• Ability to multi-task, prioritize and follow written and verbal instructions

If you are interested in learning more about this opportunity, please apply now by emailing resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Senior Project Accountant
Toronto, ON
$75,000 – $95,000 Base Plus Bonus, Excellent Benefits 

About the Job

Mid-sized architecture and design firm, located downtown Toronto with beautiful offices.

Our industry-leading client provides superior professional services and this role is pivotal to the operations of the Toronto office. The senior project accountant will be responsible for the accurate and timely general accounting of multiple or complex projects.

Responsibilities:

• Prepare monthly invoices, budgets and project management reports.

• Provide accurate and timely accounting, reporting and project information for assigned projects.

• Set up and maintain projects on an in-house accounting system according to contract terms.

• Track and input budget data for assigned projects.

• Prepare, code and input project invoices.

• Answer inquiries from staff, vendors or clients, and communicate financial information to project managers.

• Maintain accounting files.

• Make calls to clients to follow up on accounts receivable.

• Input and post consultant invoices, communicate with consultants and organize their payments.

• Review project contracts and additional service requests to understand the financial requirements on each project.

• Analyze project cost reports and meet frequently with the Business Manager and Project Managers to review status of projects for invoicing, profitability, earnings, costs, and cash flow.

• Understand how projects earn revenue in the accounting system and assist the Business Manager monthly in analyzing and recording monthly project earnings.

• Work independently to research and resolve financial issues.

• May provide accounting support to other staff as needed.

• May educate and/or guide non-financial staff on accounting procedures.

• Take personal responsibility for fostering a green workplace through sustainable work practices.

Requirements:

• Bachelor’s degree in accounting and 3+ years accounting experience; or an equivalent of education and experience required.

• Accounting experience in a project-based business preferred.

• Knowledge of accounting and finance principles and practices, and the analysis and reporting of financial-related reports.

• Proficiency in MS Office, including Word, Excel and Outlook.

• Ability to communicate effectively, both verbally and in writing.

If you are interested in learning more about this opportunity please visit our website or email resume to laikyn@winchesters.ca to apply now. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Manager Fund Accounting and Reporting
Toronto, Ontario – Hybrid and flexible work environment
$130,000-$145,000 base plus bonus and excellent benefits

With this company being one of the fastest growing real estate companies in Canada you will get experience and insight into the multifaceted operations and execution of high-profile real estate IPP and development projects. The company is looking to build a brand-new fund and will need your help. You will join and be responsible for fund financial reporting for internal and external purposes, full-cycle fund accounting, monitoring and management, related investor calculations and reporting. You will also help support tax and debt compliance across the organization. By the end of the year, you will be able to hire one individual underneath you and really drive change/process improvement within the division.

We are looking for someone who has a strong financial reporting background at either an investment manager or REIT. If this is you, please apply now.

Responsibilities:

• Lead all finance, accounting and financial reporting matters relating to the fund

• Responsible for day-to-day accounting for investment activities for entities within the fund organizational structure

• Monthly, quarterly and yearly financial reporting for investors, including calculating NAV, reviewing trial balances, preparing adjusting journal entries and working paper files and preparing financial statements required for internal and external purposes, compliance and tax filings

• Support the creation of procedures and internal standards for Investor and fund reporting

• Maintain strong stakeholder relationships by understanding needs and upholding the company’s values in providing value to them

• Prepare analytical review of performance of consolidated results to communicate with investors in collaboration with Investor Relations

• Communicate with investors on attribution and other inquiries about fund financial results in collaboration with Investor Relations

• Organize and maintain reporting deadlines across all fund entities within the company’s ecosystem

• Oversee legal documentation internal filing to ensure completeness and legal organizational chart is updated

• Manage compliance for tax, debt and other commitments for all fund various entities

• Work with various teams to manage deadlines relating to results that consolidate into fund financials and investor reports

• Over time, help to recruit, train and develop additional staff within the fund / portfolio pillar of the Accounting and Operations team

Requirements:

• CPA designation

• Bachelor’s degree in Commerce, Business Administration, Finance, or Accounting

• A minimum of 3 years of fund or REIT accounting experience, including financial statement preparation and NAV calculations with IFRS experience preferred

• Commercial Real Estate experience

• Sound analytical and quantitative skills, rigorous attention to detail

• Entrepreneurial spirit, driven to create sound and efficient procedures that help build and scale the organization

• Excellent oral and written communication skills, listening skills and organizational skills

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

VP Finance
Downtown Toronto, ON – Will Begin In Office and Move to Hybrid After Several Months
$130,000 – $150,000 Base Plus a $50,000 Target Bonus, Excellent Benefits & Vacation

Our client is a professional services firm that offers accurate, effective accounting and finance services at a reasonable cost, providing their clients the peace of mind in order to focus on core matters within their business. As VP Finance you will help manage and offer services which include CFO functions, controllership and bookkeeping, and financial admin. Their clients include small and micro-cap public companies with operations, capital pool companies, Canadian or U.S. publicly listed shell entities with no operations, private entities growing quickly or looking at acquisitions or divestitures, and private entities preparing to go public and private companies staying private.

The VP Finance will act as Chief Financial Officer (CFO) for both internal and external clients. You will provide both operational support and lead the financial reporting function at these organizations. You will supervise the finance unit and will act as the chief financial spokesperson for the organization. The VP Finance will report directly to the President/Chief Executive Officer (CEO) and directly assists on all strategic and tactical matters.

RESPONSIBILITIES

• Participate in the development of new business initiatives by assisting the CEO in identifying potential clients, preparing proposals, and evaluating the cost-effectiveness of proposed service delivery.

• Ensure the implementation of adequate controls and the availability of supporting documentation to facilitate successful independent and governmental audits of all purchases.

• Assist in overseeing clients’ financial activities to ensure compliance with IFRS, US GAAP, and other relevant financial reporting standards, as well as federal, provincial, local, and contractual guidelines. This includes interpreting regulations, disseminating government requirements to relevant personnel, and monitoring compliance.

• Establish and maintain internal control systems to safeguard clients’ financial assets and ensure the preparation of annual financial statements adheres to regulatory requirements.

• Participate in Board and Subcommittee meetings, including presenting financial information to the Audit/Finance Committee.

• Provide training to the Finance Unit staff, including bookkeepers and controllers, to enhance their understanding of financial management.

• Oversee the production of monthly financial reports and statements tailored to the needs of Executive management, the Audit/Finance Committee, and the Board of Directors.

• Stay abreast of advancements in financial accounting and reporting technologies and assist with their implementation when necessary.

• Take on additional responsibilities related to clients’ financial reporting processes and internal matters as needed.

Qualifications

• 10-12+ years of professional experience, including experience with public company audits, with preference given to candidates with experience at an audit firm.

• Accounting designation (CPA)

• Demonstrated experience in financial management and accounting, ideally in the North American public company sector and involvement in creation of the financial statements.

• Proven effectiveness leading a team of accounting staff.

• Technologically savvy, with an ability to use systems to create organizational efficiencies.

• Flexible and a self-starter; able to multi-task while also being highly detail-oriented.

If you are interested in learning more about this opportunity, please apply now by emailing resume to elan@wincesters.ca Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Director of Mortgage Origination
Calgary, Alberta – hybrid
$300,000-$600,000 (base + bonus) plus excellent benefits

Are you an experienced commercial real estate professional with a passion for structuring innovative mortgage solutions? We are looking for a Director of Mortgage Origination to join a high-performing team in Western Canada. This is an exciting opportunity to contribute to a growing portfolio of mortgage investments while leveraging your deep knowledge of real estate markets across Canada.

As a Director, your focus will be to identify, structure, and manage mortgage investment opportunities. You’ll work closely with brokers, developers, and lenders to build a robust pipeline while overseeing detailed analysis and presenting opportunities to an investment committee.

Responsibilities

• Build and maintain a strong pipeline of mortgage investment opportunities aligned with the company’s objectives.

• Develop and nurture relationships with industry stakeholders, including brokers, developers, and service providers.

• Conduct preliminary reviews, site visits, and due diligence for potential investments.

• Recommend deal structures, negotiate term sheets, and lead the preparation of investment proposals.

• Present and advocate for investment opportunities at committee meetings.

• Collaborate with underwriting teams to structure and close transactions while adhering to policies.

• Represent the organization at industry events and conferences to strengthen market presence.

• Act as a resource to identify and refer opportunities across various product lines within the organization.

What You Bring

• 7-10 years of experience in commercial real estate, ideally in an origination or similar role.

• A university degree in business or a related field.

• Expertise in real estate investment analysis, financial structuring, and transactional risk management.

• Strong negotiation, critical thinking, and communication skills.

• Familiarity with complex lending agreements and the ability to navigate financial and contractual challenges.

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted. 

Project Accountant
Toronto, Ontario – hybrid
$75,000-$85,000 annual salary, 3 weeks of vacation, great health/dental benefits

Our client is a well-respected real estate company that is heavily involved in residential and commercial real estate development in the Greater Toronto Area. They are looking to hire a new Project Accountant to the team and this is a great opportunity for someone currently working in development accounting. This is a role within a CPA-accredited training company so if growing your career beyond just Project Accounting and Accounts Payable is a motivation of yours, apply now!

Responsibilities:

• Create purchase orders and change orders within the accounting system using cost codes consistent with project budgets while complying to project specific workflows;

• Prepare invoice packages for draw packages;

• Review invoices, collect supporting backup, and facilitate approvals for the Development Department payment processing;

• Conduct vendor progress billing, hold back and job cost reconciliations on an ongoing basis;

• Generate variance reports to Project Managers and assist with quarterly project cost-to-complete reviews;

• Provide support with mailing/couriering cheques as needed and filing paid invoices promptly and accurately;

• Prepare project related accrual reports to support monthly draws for the Accounting Department;

Requirements:

• Degree or diploma

• Experience working in Accounts Payable within real estate development or construction

• Knowledge of accounting and finance principles and practices, and the analysis and reporting of financial-related reports

• Experience with Draws and/or large construction/consultant contracts

• Proficiency in MS Office, including Word, Excel and Outlook

• Ability to communicate effectively, both verbally and in writing

If you are interested in learning more about this opportunity, please apply now. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Manager, Land Development Accounting

North York (In-office role)

$100k – $110k plus discretionary bonus and benefits

Our client, a leader in land development, is seeking a Manager, Land Development Accounting to join their team. The successful candidate will oversee financial operations for a diverse portfolio of land development projects, providing key insights and leadership.

Responsibilities:

• Oversee accounting and financial operations for assigned portfolios, including land purchase and sales, cost recoveries, trial balance reviews, account reconciliations, and job costing.

• Provide accurate and timely monthly, quarterly, and annual reporting, including variance and cost analysis for Senior Management and Project Managers.

• Prepare and maintain detailed project budgets in collaboration with Project Managers and the Finance Team, focusing on construction costs and fee analysis.

• Monitor and manage cash flow for development projects, including cash flow forecasting, funding draws, and loan utilization.

• Review invoices, manage change order processing, and oversee invoice coding.

• Prepare and reconcile internal and external loans, including interest calculations.

• Supervise and provide oversight to the land development accounting team.

• Assist in year-end financial statement preparation in compliance with accounting principles and audits.

• Document and maintain accurate financial transaction records.

• Lead ad hoc projects and analyses to support company objectives.

Requirements:

• CPA designation

• Bachelor’s degree in business or accounting.

• Several years of experience in full-cycle accounting within land development or property accounting.

• Proficiency in cash flow analysis, budgeting, and understanding joint business arrangements (e.g., JVs, partnerships).

• Strong problem-solving skills with attention to operational and financial impacts.

• Advanced proficiency in Microsoft Office, particularly Excel

If you are interested in applying for this opportunity, please email your resume to laikyn@winchesters.ca. Due to the high volume of applicants, only those selected for interviews will be contacted.

Junior Accountant
North York (In-office role)
$60k – $70k plus discretionary bonus and benefits

Our client, a leader in land development, is looking for a Junior Accountant to join their team. This role is ideal for someone highly motivated, detail-oriented, and ready to thrive in a fast-paced environment. The successful candidate will take on accounting tasks for a diverse portfolio of land development projects.

Responsibilities:

• Perform monthly bank reconciliations and manage accounts payable for multiple entities.

• Track and reconcile lot discharges, house closings, and loan balances with external statements.

• Set up and maintain accounts receivable invoices and process internal and external cash calls.

• Reconcile intercompany accounts and create/post journal entries.

• Prepare HST returns (monthly, quarterly, or annually).

• Manage and reconcile letters of credit for all projects.

• Maintain accounting records in compliance with Canadian GAAP and company policies.

• Support auditors with accurate and timely documentation.

• Participate in special projects and back charge processing.

Requirements:

• Bachelor’s degree in Business or Accounting; CPA designation or equivalent is an asset.

• 1-2+ years of experience in accounting

• Excellent communication skills and a collaborative team player.

If you are interested in applying for this opportunity, please email your resume to laikyn@winchesters.ca. Due to the high volume of applicants, only those selected for interviews will be contacted.

EVP, Finance & Administration
Toronto | In-office | Real Estate
$220,000-$240,000 base plus 30% bonus and future LTIP

We are recruiting an Executive Vice President, Finance & Administration for a growing real estate investment company in Toronto. This is a newly created role, reporting directly to the CEO, and will be a key player in shaping the company’s financial and operational strategy as it scales.

The company specializes in acquiring and managing properties across Canada and the U.S. With strong financial backing and a growing portfolio, they are now building out their internal finance and administrative functions. The EVP will be responsible for establishing financial infrastructure, implementing systems and processes, and transitioning away from a third-party service agreement. The role will also oversee financial reporting, budgeting, forecasting, tax, treasury, risk management, IT, HR, and office operations.

In the near term, priorities will include:

• Setting up financial systems and processes to support growth.

• Managing the transition away from a third-party finance provider before their contract ends in 2025.

• Refinancing a bridge loan as part of the company’s financial strategy.

• Building relationships with external advisors, auditors, and lenders to ensure compliance and efficiency.

As the company scales, the EVP will play a strategic role in:

• Supporting acquisitions and optimizing assets for long-term value.

• Developing and implementing key financial metrics and KPIs to guide decision-making.

• Providing financial leadership to the board and investors, ensuring transparency and strong governance.

• Building and leading a high-performing finance team to support the company’s growth.

Who We’re Looking For

The ideal candidate is a proven finance leader with experience in real estate, asset management, or other recurring revenue business models. They should have a trackrecord of scaling a finance function, leading financial strategy, and working closely with investors and boards. Strong analytical skills, business acumen, and the ability to balance strategic thinking with hands-on execution are essential.

Qualifications

• CPA designation required

• Experience in real estate, asset management, or private equity-backed companies is highly desirable.

• Strong background in financial reporting, FP&A, treasury, and tax.

• Experience with process automation and financial system implementation is a plus.

• Ability to work effectively in a fast-growing, entrepreneurial environment.

• Fluent French speakers will be prioritized.

If you are interested in learning more about this opportunity, please apply now by sending your resume to elan@winchesters.ca. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.

Corporate Controller
Downtown Toronto, Ontario | hybrid
$130,000-$150,000 base plus bonus and benefits

Our client is a growing diversified real estate company in downtown Toronto, Ontario, Canada.

This established company has been in business for more than 20 years and continues to grow with a number of exciting projects coming up. The CFO is looking for a Corporate Controller to join the team working in the corporate office, located in Toronto, Ontario. The Corporate Controller will lead the corporate accounting and financial reporting functions of the department. You will manage the accounting and control functions and report results of operations ensuring compliance with IFRS standards.

In this role you will supervise an experienced team of 5 individuals, while having the full support of an excellent and experienced CFO. Accounting is not just seen as a back-office cost in this company, you are well-respected and lead on a number of special projects and initiatives. Ideally you will come with at least a few recent years in real estate and have supervisory experience.

Responsibilities

• Respond to all investor questions, information requests, ad hoc reporting requirements on a timely basis

• Oversee the preparation of quarterly financial statements and annual audited financial statements for each fund or segregated mandate

• Prepare quarterly cash flow updates for the funds and segregated mandates.

• Ensure development and construction budgets are updated quarterly within the accounting system along with approved PO, contracts and change orders

• Monthly, quarterly and annual corporate accounting and financial reporting

• Maintain internal controls over invoice entry, approval and ultimately payment to vendors.

• Review and comment on quarterly project cash flows providing insight into financial costs such as interest, insurance, property taxes, cash flows, etc.

• Prepare and present the annual budget for the management company

• Re-forecast the annual budget quarterly, investigate all actual to forecasted variances

• Prepare timely distributions to the Partners

• Manage and maintain the company’s fee schedule ensuring all fees are charged on a timely basis

• Manage a team of accountants and accounts payable coordinators

Requirements

• College diploma or University degree coupled with the CPA completed

• 8+ years of accounting experience

• Working knowledge and understanding of the real estate sector

• Working knowledge of inter-company accounting

• Excellent communication skills, both oral and written

• Ability to work effectively in a team environment as well as independently

• Hands-on approach to accounting and management

If you are interested in learning more about this opportunity, please apply now. Unfortunately, due to the high volume of applicants, only those individuals chosen for interview will be contacted.